m-Chloroperbenzoic acid → HCID 12796457, compound

Participants

Reaction Steps

A mixture of 5α-androst-2-ene-11,17-dione (37.2 g), m-chloroperbenzoic acid (30 g) and chloroform (600 ml) was allowed to stand for 0.5 hour at room temperature before partitioning between chloroform and saturated aqueous NaHCO3 solution. The organic phase was isolated and washed with water, dried and evaporated to a low volume. Addition of petroleum ether (b.p. 60°-80° C.) followed by refrigeration overnight afforded crystalline material (27.5 g). Recrystallisation from ethyl acetate-petroleum ether (b.p. 60°-80° C.) afforded the title compound, m.p. 166°-167°, [α]D +126°.

Provenance & Evidence